Bleomicin

Bleomicin
(IUPAC) ime
	(3- {[(2'(5S,8S,9S,10R,13S)-15- {6-amino-2- [(1S)-3-amino-1- {[(2S)-2,3-diamino-3-oksopropil]amino3-oksopropil] -5-metilpirimidin-4-il13-[{[(2R,3S,4S,5S,6S)-3- {[(2R,3S,4S,5R,6R)-4-(karbamoiloksi)-3,5-dihidroksi-6- (hidroksimetil)tetrahidro-2H-piran-2-il]oksi} -4,5-dihidroksi-6-(hidroksimetil)tetrahidro-2H-piran-2-il]oksi} (1H-imidazol-5-il)metil]-9-hidroksi-5-[(1R)-1-hidroksietil]-8,10-dimetil-4,7,12,15-tetraokso-3,6,11,14-tetraazapentadec-1-il2,4'-bi-1,3-tiazol-4-il)karbonil]amino}propil)(dimetil)sulfonijum
Klinički podaci
Robne marke	Blenoxane
AHFS/Drugs.com	Monografija
MedlinePlus	a682125
Identifikatori
CAS broj	11056-06-7
ATC kod	L01DC01
PubChem	456190
DrugBank	DB00290
ChemSpider	401687
UNII	40S1VHN69B
KEGG	D07535
ChEMBL	CHEMBL403664
Hemijski podaci
Formula	C55H84N17O21S3
Mol. masa	1415,551
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C55H83N17O21S3/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,76,82,83,84,85,86,87,88)/p+1/t21-,22+,23+,24-,25-,29-,30+,34-,35-,36-,37+,38+,39-,40-,41?,42-,43-,53+,54-/m0/s1 ; Key: OYVAGSVQBOHSSS-QRQYLRPSSA-O
Farmakokinetički podaci
Bioraspoloživost	dobro se apsorbuje
Metabolizam	?
Poluvreme eliminacije	2 sata
Izlučivanje	renalno (60-70%)
Farmakoinformacioni podaci
Trudnoća	D(US)
Pravni status	℞-only (SAD)
Način primene	intravenozno, intramuskularno, subkutano

Bleomicin je glikopeptidni antibiotik koji proizvodi bakterija Streptomyces verticillus. Bleomicin je familija strukturno srodnih jedinjenja. Kad se koristi kao antikancerni agens, hemoterapeutske forme su prvenstveno bleomicin A₂ i B₂. On deluju tako što uzrokuje prekidanje DNK. Ovaj lek se koristi za tretiranje Hodžkinovog limfoma (kao komponenta ABVD i BEACOPP režima), karcinoma skvamoznih ćelija, i raka testisa, kao i u tretmanu bradavica tabana ^[6] i kao sredstvo koje utiče na plevrodezu.^[7]

Reference

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Lewis, TG; Nydorf, ED (2006). „Intralesional bleomycin for warts: a review.”. Journal of Drugs in Dermatology 5 (6): 499–504. PMID 16774100.
↑ Shaw, P; Agarwal, R (2004). Shaw, Paul HS. ur. „Pleurodesis for malignant pleural effusions”. Cochrane Database of Systematic Reviews (1): CD002916. DOI:10.1002/14651858.CD002916.pub2. PMID 14973997.

Literatura

Claussen, C.A.; Long, E.C. (1999). „Nucleic Acid Recognition by Metal Complexes of Bleomycin”. Chem. Rev. 99 (9): 2797–2816. DOI:10.1021/cr980449z. PMID 11749501.
Shen, B.; Du, L.C.; Sanchez, C.; Edwards, D.J.; Chen, M.; Murrell, J.M. (2001). „The biosynthetic gene cluster for the anticancer drug bleomycin from Streptomyces verticillus ATCC15003 as a model for hybrid peptide-polyketide natural product biosynthesis”. Journal of Industrial Microbiology & Biotechnology 27 (6): 378–385. DOI:10.1038/sj.jim.7000194. PMID 11774003.

Povezano

Vanjske veze

Šablon:Intracelularni hemoterapijski agensi

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[5] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[6] Lewis, TG; Nydorf, ED (2006). „Intralesional bleomycin for warts: a review.”. Journal of Drugs in Dermatology 5 (6): 499–504. PMID 16774100.

[7] Shaw, P; Agarwal, R (2004). Shaw, Paul HS. ur. „Pleurodesis for malignant pleural effusions”. Cochrane Database of Systematic Reviews (1): CD002916. DOI:10.1002/14651858.CD002916.pub2. PMID 14973997.

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